4-Iodo-benzenesulfonic acid (2R,3R,4S,5R,6S)-3,5-bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-ylmethyl ester | 383417-72-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-Iodo-benzenesulfonic acid (2R,3R,4S,5R,6S)-3,5-bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-ylmethyl ester
• CAS: 383417-72-9
• 化学式: C₃₃H₄₃IO₈SSi
• 分子量: 754.756
• InChiKey: CUJNKNOAQHVMBY-VJLURNNQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.93
• 重原子数：
  44.0
• 可旋转键数：
  13.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  89.52
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside 、 Bz(-2)[TBDMS(-3)][Bn(-4)][Bn(-6)]Glc(b)-SPh 、 4-Iodo-benzenesulfonic acid (2R,3R,4S,5R,6S)-3,5-bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-ylmethyl ester 生成
  参考文献：
  名称：

  Synthesis of a Trisaccharide Library by Using a Phenylsulfonate Traceless Linker on Synphase Crowns

  摘要：

  44 members are in the trisaccharide library synthesized by the method described here. Six differently protected glucoside building blocks were sulfonylated with 1, coupled to the solid support 2 (a crown compound) by Pd0 -catalyzed carbonylative amidation, glycosylated twice, and cleaved from the sulfonate linker with four nucleophiles.

  DOI：

  10.1002/1521-3773(20010903)40:17<3230::aid-anie3230>3.0.co;2-z
• 作为产物：
  描述：

  4-碘苯磺酰氯 、 Bn(-2)[TBDMS(-3)][Bn(-4)]a-Glc1Me 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 4-Iodo-benzenesulfonic acid (2R,3R,4S,5R,6S)-3,5-bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-ylmethyl ester
  参考文献：
  名称：

  Synthesis of a Trisaccharide Library by Using a Phenylsulfonate Traceless Linker on Synphase Crowns

  摘要：

  44 members are in the trisaccharide library synthesized by the method described here. Six differently protected glucoside building blocks were sulfonylated with 1, coupled to the solid support 2 (a crown compound) by Pd0 -catalyzed carbonylative amidation, glycosylated twice, and cleaved from the sulfonate linker with four nucleophiles.

  DOI：

  10.1002/1521-3773(20010903)40:17<3230::aid-anie3230>3.0.co;2-z